Hydrochloric Acid → HCID 131724490, compound

HRID 1883482Notes

Reaction equation

HRID 1883482 reaction equation
C(O)(=O)C.C[O:6][C:7](=[O:35])[C@@H:8]([NH:15][C:16](=[O:34])[CH:17]([CH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1)[CH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:25](=[NH:27])[NH2:26])=[CH:21][CH:20]=1)[CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.[ClH:36]>O.C(O)(=O)C>[ClH:36].[C:25]([C:22]1[CH:21]=[CH:20][C:19]([CH2:18][CH:17]([CH:28]2[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)[C:16]([NH:15][C@@H:8]([CH:9]2[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]2)[C:7]([OH:35])=[O:6])=[O:34])=[CH:24][CH:23]=1)(=[NH:26])[NH2:27]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 131724491HCID 131724491, compound

Product 1

HCID 131724490HCID 131724490, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

[3-(4-Carbamimidoyl-phenyl)-2-(R,S)-cyclohexyl-propionylamino]-(S)-cyclohexyl-acetic acid methyl ester acetic acid salt was dissolved in a mixture of hydrochloric acid (100 ml), water (100 ml) and acetic acid (50 ml) within 1 hour. After 15 hours stirring at room temperature and 8 hours at 50° C., the mixture was evaporated and after addition of water lyophilized to yield a diastereomeric mixture (2.7 g, 72% step g and h) of the desired product. MS m/z: 414.3 (M+H)+.

Workup

  1. customthe mixture was evaporated
  2. additionafter addition of water

Sources & evidence

ORD record
ord-cad616f8a71047eea1af0d7647d5449e
Source dataset
uspto-grants-2004_07
Patent number
US06759420B1

Reaction notes

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